ORD - SJU

$82 Find Cheap Flights from Chicago O'Hare Airport to San Juan

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Luis Munoz Marin Intl departing on 5/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to San Juan Luis Munoz Marin Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Juan.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Juan.
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Flights Deals

Cheap Flight Deals from O'Hare Intl to San Juan (ORD-SJU)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to San Juan that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from O'Hare Intl to Luis Munoz Marin Intl

KAYAK's recommended round-trip deals from the most popular airlines that fly from O'Hare Intl to Luis Munoz Marin Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
11:30 am - 5:16 pmORD-SJU
4h 46mnonstop
Spirit Airlines Logo
8:12 pm - 8:50 amSJU-ORD
13h 38m1 stop
$184Spirit Airlines
Find Deal
Sun, May 25 - Thu, May 29
Spirit Airlines Logo
8:17 am - 8:02 pmORD-SJU
10h 45m1 stop
Spirit Airlines Logo
8:12 pm - 8:50 amSJU-ORD
13h 38m1 stop
$186Spirit Airlines
Find Deal
Sun, Jun 1 - Fri, Jun 6
Spirit Airlines Logo
11:30 am - 5:16 pmORD-SJU
4h 46mnonstop
Spirit Airlines Logo
8:12 pm - 8:50 amSJU-ORD
13h 38m1 stop
$187Spirit Airlines
Find Deal
Mon, May 26 - Thu, May 29
Spirit Airlines Logo
4:35 pm - 12:54 amORD-SJU
7h 19m1 stop
Spirit Airlines Logo
8:12 pm - 8:50 amSJU-ORD
13h 38m1 stop
$188Spirit Airlines
Find Deal
Sat, May 10 - Fri, May 16
Spirit Airlines Logo
11:30 am - 5:16 pmORD-SJU
4h 46mnonstop
Spirit Airlines Logo
8:12 pm - 8:50 amSJU-ORD
13h 38m1 stop
$189Spirit Airlines
Find Deal
Sun, May 25 - Thu, May 29
 Logo
4:35 pm - 12:54 amORD-SJU
7h 19m1 stop
 Logo
6:00 pm - 8:22 amSJU-ORD
15h 22m1 stop
Sat, May 17 - Wed, May 21
Frontier Logo
4:15 pm - 1:29 pmORD-SJU
20h 14m1 stop
Frontier Logo
3:56 am - 11:32 pmSJU-ORD
20h 36m1 stop
$270Frontier
Find Deal
Sun, May 11 - Fri, May 16
 Logo
11:30 am - 5:16 pmORD-SJU
4h 46mnonstop
 Logo
3:40 am - 12:36 amSJU-ORD
21h 56m1 stop
Tue, May 27 - Mon, Jun 2
Frontier Logo
4:15 pm - 2:51 amORD-SJU
9h 36m1 stop
Frontier Logo
2:34 pm - 11:32 pmSJU-ORD
9h 58m1 stop
$303Frontier
Find Deal
Sun, May 11 - Mon, May 12
JetBlue Logo
4:03 pm - 1:49 amORD-SJU
8h 46m1 stop
JetBlue Logo
8:00 am - 6:36 pmSJU-ORD
11h 36m1 stop
$333JetBlue
Find Deal
Tue, May 13 - Tue, May 20
Expert advice

Expert advice for your flight from O'Hare Intl to Luis Munoz Marin Intl

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Spirit Airlines

Spirit offers low fares with optional add-ons like carry-on or checked bags for flexibility.


Upgrade to Big Front Seat for 20-inch width and 11” extra legroom on Spirit.

United Airlines

United's Economy Plus offers up to 6 inches more legroom than standard economy seats.


United's Wi-Fi offers free messaging; check coverage before purchasing for surfing or streaming.

American Airlines

American's Main Cabin Extra offers early boarding and complimentary drinks for a fee.


Download the American Airlines app for access to inflight entertainment on personal devices.

Airports
ORD

Expect long security lines during peak times at ORD. Arrive early to ensure a smooth departure.

Read more about ORDby Stefanie Waldek
SJU

For a quick ride to San Juan, taxis or Uber are convenient options from SJU, taking about 25 minutes to Old San Juan.

Read more about SJUby Gabriel Leigh
Our travel experts
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez

Joe Cortez

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on SJU

Gabriel Leigh

Gabriel Leigh

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Useful Info

KAYAK's insights & trends for O'Hare Intl to Luis Munoz Marin Intl flights

Get data-powered insights and trends into flights from O'Hare Intl to Luis Munoz Marin Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to San Juan?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport clicked on KAYAK for each day over the last 12 months.

For Chicago O'Hare Airport to San Juan, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from San Juan back to Chicago O'Hare Airport, the best deals are generally found on Friday, with Monday being the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport is August, where tickets cost $289 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $539 and $450 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$82
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 46% increase in price.
Flight from Chicago O'Hare Airport to San Juan

When to book flights from O'Hare Intl to Luis Munoz Marin Intl

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Luis Munoz Marin Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to San Juan flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport was $82 for a one-way ticket and $184 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and San Juan?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago O'Hare Airport and on arrival in San Juan.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to San Juan?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Chicago O'Hare Airport to San Juan flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to San Juan?

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago O'Hare Airport to San Juan flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to San Juan?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and San Juan, with Star Alliance being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to San Juan?

    There are nonstop flights from Chicago O'Hare Airport to San Juan on a daily basis.

  • Which is the best airline for flights from Chicago to San Juan, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to San Juan are Delta and Southwest. With an average price for the route of $394 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $483 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to San Juan?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to San Juan.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to San Juan?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Juan from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to San Juan?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Juan with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and SJU can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to San Juan?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Juan from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $176 or less one-way and $321 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to San Juan?

Find which airlines fly direct from Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to San Juan Luis Munoz Marin Intl

Monday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Tuesday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Wednesday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Thursday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Friday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Saturday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Sunday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

See more direct flights

Direct returns

San Juan Luis Munoz Marin Intl to Chicago O'Hare Intl

Monday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Tuesday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Wednesday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Thursday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Friday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Saturday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

Sunday

Air Canada, Air New Zealand, Alaska Airlines, +3 more

Air Canada, Air New Zealand, +4 more

See more direct flights
See more direct flights

Top 5 airlines serving from O'Hare Intl to Luis Munoz Marin Intl

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Juan. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Luis Munoz Marin Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7934 reviews
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
8.5Crew
Airline reviews

Our bag was lost so that made unnecessary chaos On our trip

6.0 GoodBarbara, Apr 2025JFK - FCO
Read more Delta reviews

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

Airlines must do something with overweight people... Maybe reserve a business class seat for them, or you could pay the consequences if someone overweight seat side by side to you in economy.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Amazing flying experience, even in not the best of weather. The staff made us comfortable and the flight was actually pretty smooth.

Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.

It wasn’t a bad flight just very uncomfortable seating wise.

Your employees need to learn how to talk to people as creations of Yah. We are not their children nor are we lower than them.

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from O'Hare Intl to Luis Munoz Marin Intl

Information on your arrival and departure airports

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